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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 356731Erstellt: 24. Oktober 2026

Adenine → HCID 86753340, Verbindung

https://huagongshe.com/de/reaction/356731

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAdenineHCID 190—
EduktSodium hydrideHCID 24758—
EduktDiethyl phosphoric acidHCID 5166299—
EduktBis(chloromethoxy)methaneHCID 14843538—
EduktChloromethoxy(diethoxyphosphinomethoxy)methaneHCID 57012807—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 86753340HCID 86753340—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a suspension of 60% sodium hydride in mineral oil (1.4 g, 34.5 mmol) in DMF (100 mL) was added adenine (4.7 g, 34.5 mmol) and the mixture was stirred at 80° C. for 1 hr. To the resulting yellow solution was added dropwise a solution of chloromethoxy-(diethoxyphosphinomethoxy)methane [(prepared from diethylphosphate (4.4 mL, 34.5 mmol) and bis-(chloromethoxy)methane (25 g, 172 mmol)] in DMF (20 mL) under nitrogen. After stirring at 25° C. for 15 hr, volatiles were removed in vacuo, and the resulting oily residue was purified by silica gel column chromatography using CH2Cl2 /10% MeOH as eluent to obtain the title compound as a colorless oil: yield 6.0 g (50%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05837871
Quelldatensatzuspto-grants-1998_11
ORD IDord-882c6274cd2d42f5a4be68687dde110d
Quellennotizuspto-grants-1998_11